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Winter Haven Single Family Homes For Sale - 810 homes

Winter Haven Single Family Homes for Sale are located in Polk County, Florida. Find single family homes for sale in Winter Haven with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Winter Haven single family houses.

Location: Winter Haven

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  • 4099 ISLAND LAKES DR, WINTER HAVEN, FL 33881

    $389,000469 Days on yellowkey   MLS ID: P4934266

    REDUCED by $5,000 (1.3%) on 05/28/2026

    For Sale P4934266 - 4099 ISLAND LAKES DR, WINTER HAVEN, FL 33881 37 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1603
       Built: 2006
    Monthly Fee: $17
       Tax: $5,194 (2024)
    Community: Island Lakes
    Single Family


    Estimated Monthly Payment: $2,581 (change assumption)
    Mortgage ($2,131) + Fees ($17) + Taxes in 2024 ($433)


    Taxes:$5,194

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 937 CATTLEMAN ST, WINTER HAVEN, FL 33881

    $340,00027 Days on yellowkey   MLS ID: W7886749

    For Sale W7886749 - 937 CATTLEMAN ST, WINTER HAVEN, FL 33881 18 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1828
       Built: 2023
    Monthly Fee: $50
       Tax: $5,045 (2025)
    Community: Inman Grvs Ph 2
    Single Family


    Estimated Monthly Payment: $2,333 (change assumption)
    Mortgage ($1,863) + Fees ($50) + Taxes in 2025 ($420)


    Taxes:$5,045

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 551 LAKE SMART BLVD, WINTER HAVEN, FL 33881

    $344,900106 Days on yellowkey   MLS ID: S5146731

    REDUCED by $15,000 (4.2%) on 05/30/2026

    For Sale S5146731 - 551 LAKE SMART BLVD, WINTER HAVEN, FL 33881 30 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1936
       Built: 2020
    Monthly Fee: $50
       Tax: $4,211 (2025)
    Community: Lake Smart Pointe
    Single Family


    Estimated Monthly Payment: $2,291 (change assumption)
    Mortgage ($1,890) + Fees ($50) + Taxes in 2025 ($351)


    Taxes:$4,211

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 271 INMAN BLVD, WINTER HAVEN, FL 33881

    $340,000221 Days on yellowkey   MLS ID: W7881213

    REDUCED by $10,000 (2.9%) on 06/18/2026

    For Sale W7881213 - 271 INMAN BLVD, WINTER HAVEN, FL 33881 41 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2274
       Built: 2024
    Monthly Fee: $49
       Tax: $1,347 (2024)
    Community: Inman Groves
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,024 (change assumption)
    Mortgage ($1,863) + Fees ($49) + Taxes in 2024 ($112)


    Taxes:$1,347

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 728 CANBERRA RD, WINTER HAVEN, FL 33884

    $336,0007 Days on yellowkey   MLS ID: P4939181

    For Sale P4939181 - 728 CANBERRA RD, WINTER HAVEN, FL 33884 40 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2253
       Built: 1994
    Monthly Fee: $17
       Tax: $2,744 (2025)
    Community: Cypresswood Patio Home
    Single Family


    Estimated Monthly Payment: $2,087 (change assumption)
    Mortgage ($1,841) + Fees ($17) + Taxes in 2025 ($229)


    Taxes:$2,744

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2610 SAN MARCO WAY, WINTER HAVEN, FL 33884

    $329,90031 Days on yellowkey   MLS ID: L4962574

    For Sale L4962574 - 2610 SAN MARCO WAY, WINTER HAVEN, FL 33884 36 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1819
       Built: 2023
    Monthly Fee: $13
       Tax: $3,953 (2024)
    Community: Villamar
    Single Family


    Estimated Monthly Payment: $2,150 (change assumption)
    Mortgage ($1,808) + Fees ($13) + Taxes in 2024 ($329)


    Taxes:$3,953

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: McLaughlin Academy Of Excellence


  • 409 21ST ST SW, WINTER HAVEN, FL 33880

    $550,00054 Days on yellowkey   MLS ID: P4938761

    For Sale P4938761 - 409 21ST ST SW, WINTER HAVEN, FL 33880 53 photos

    Bed: 4   Bath: 1.0   Gar: 2
    Liv Area Sq Ft: 2322
       Built: 1926   Tax: $5,112 (2025)
    Community: West Winter Haven
    Single Family


    Estimated Monthly Payment: $3,440 (change assumption)
    Mortgage ($3,014) + Taxes in 2025 ($426)


    Taxes:$5,112

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 725 HERITAGE DR NE, WINTER HAVEN, FL 33881

    $559,00068 Days on yellowkey   MLS ID: L4961718

    For Sale L4961718 - 725 HERITAGE DR NE, WINTER HAVEN, FL 33881 61 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3114
       Built: 1992
    Monthly Fee: $27
       Tax: $7,254 (2025)
    Community: Hamilton Pointe
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,694 (change assumption)
    Mortgage ($3,063) + Fees ($27) + Taxes in 2025 ($604)


    Taxes:$7,254

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4495 MANDOLIN BLVD, WINTER HAVEN, FL 33884

    $335,000154 Days on yellowkey   MLS ID: R4910695

    REDUCED by $20,000 (5.6%) on 04/16/2026

    For Sale R4910695 - 4495 MANDOLIN BLVD, WINTER HAVEN, FL 33884 47 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1903
       Built: 2011
    Monthly Fee: $56
       Tax: $2,554 (2025)
    Community: Mandolin
    Single Family


    Estimated Monthly Payment: $2,104 (change assumption)
    Mortgage ($1,836) + Fees ($56) + Taxes in 2025 ($213)


    Taxes:$2,554

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3050 CRUMP RD, WINTER HAVEN, FL 33881

    $750,000162 Days on yellowkey   MLS ID: L4959091

    REDUCED by $18,900 (2.5%) on 07/08/2026

    For Sale L4959091 - 3050 CRUMP RD, WINTER HAVEN, FL 33881 98 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2397
       Built: 1982   Tax: $10,845 (2025)
    Community: Magnolia Shores
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,013 (change assumption)
    Mortgage ($4,109) + Taxes in 2025 ($904)


    Taxes:$10,845

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 381 SAN JOSE DR, WINTER HAVEN, FL 33884

    $237,50033 Days on yellowkey   MLS ID: S5151702

    For Sale S5151702 - 381 SAN JOSE DR, WINTER HAVEN, FL 33884 40 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1651
       Built: 1991
    Monthly Fee: $108
       Tax: $3,176 (2025)
    Community: Orchid Springs Patio Homes
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,674 (change assumption)
    Mortgage ($1,301) + Fees ($108) + Taxes in 2025 ($265)


    Taxes:$3,176

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 2207 AVENUE F NW, WINTER HAVEN, FL 33880

    $249,90047 Days on yellowkey   MLS ID: TB8513310

    REDUCED by $2,600 (1.0%) on 07/05/2026

    For Sale TB8513310 - 2207 AVENUE F NW, WINTER HAVEN, FL 33880 34 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1310
       Built: 1946   Tax: $2,679 (2025)
    Community: Beymer Stoner Sub
    Single Family


    Estimated Monthly Payment: $1,593 (change assumption)
    Mortgage ($1,369) + Taxes in 2025 ($223)


    Taxes:$2,679

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1908 CROSSROADS BLVD, WINTER HAVEN, FL 33881

    $395,000348 Days on yellowkey   MLS ID: P4935563

    REDUCED by $24,000 (5.7%) on 07/06/2026

    For Sale P4935563 - 1908 CROSSROADS BLVD, WINTER HAVEN, FL 33881 54 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2781
       Built: 2008
    Monthly Fee: $133
       Tax: $3,762 (2024)
    Community: Crossroads At Lake Region
    Single Family


    Estimated Monthly Payment: $2,611 (change assumption)
    Mortgage ($2,164) + Fees ($133) + Taxes in 2024 ($314)


    Taxes:$3,762

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 104 11TH ST SE, WINTER HAVEN, FL 33880

    $267,500102 Days on yellowkey   MLS ID: P4938332

    4 Days Off yellowkey (back on 7/6/2026)

    REDUCED by $12,400 (4.4%) on 06/26/2026

    For Sale P4938332 - 104 11TH ST SE, WINTER HAVEN, FL 33880 42 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 1792
       Built: 1953   Tax: $3,956 (2025)
    Community: East El Otis Park Rep
    Single Family


    Estimated Monthly Payment: $1,795 (change assumption)
    Mortgage ($1,466) + Taxes in 2025 ($330)


    Taxes:$3,956

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 709 SARNER PASS WAY, WINTER HAVEN, FL 33881

    $310,0003 Days on yellowkey   MLS ID: S5153498

    For Sale S5153498 - 709 SARNER PASS WAY, WINTER HAVEN, FL 33881 16 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3016
       Built: 2021
    Monthly Fee: $92
       Tax: $8,651 (2025)
    Community: Lake Lucerne Ph 5
    Single Family


    Estimated Monthly Payment: $2,512 (change assumption)
    Mortgage ($1,699) + Fees ($92) + Taxes in 2025 ($721)


    Taxes:$8,651

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 41 GREENFIELD CT, WINTER HAVEN, FL 33884

    $379,0004 Days on yellowkey   MLS ID: L4963295

    For Sale L4963295 - 41 GREENFIELD CT, WINTER HAVEN, FL 33884 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2054
       Built: 1978
    Monthly Fee: $152
       Tax: $3,172 (2025)
    Community: Cypresswood
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,493 (change assumption)
    Mortgage ($2,077) + Fees ($152) + Taxes in 2025 ($264)


    Taxes:$3,172

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2390 29TH ST NW, WINTER HAVEN, FL 33881

    $231,7004 Days on yellowkey   MLS ID: TB8527635

    For Sale TB8527635 - 2390 29TH ST NW, WINTER HAVEN, FL 33881 8 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1048
       Built: 1965   Tax: $2,778 (2025)
    Community: Biltmore Shores
    Single Family


    Estimated Monthly Payment: $1,501 (change assumption)
    Mortgage ($1,270) + Taxes in 2025 ($231)


    Taxes:$2,778

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1404 AXEL CIR, WINTER HAVEN, FL 33880

    $365,0004 Days on yellowkey   MLS ID: S5153455

    For Sale S5153455 - 1404 AXEL CIR, WINTER HAVEN, FL 33880 22 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2523
       Built: 2022
    Monthly Fee: $63
       Tax: $4,584 (2025)
    Community: Pinnacle Point
    Single Family


    Estimated Monthly Payment: $2,445 (change assumption)
    Mortgage ($2,000) + Fees ($63) + Taxes in 2025 ($382)


    Taxes:$4,584

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 207 AVENUE E SE, WINTER HAVEN, FL 33880

    $420,00068 Days on yellowkey   MLS ID: L4961631

    REDUCED by $5,000 (1.2%) on 06/10/2026

    For Sale L4961631 - 207 AVENUE E SE, WINTER HAVEN, FL 33880 29 photos

    Bed: 4   Bath: 4.0
    Liv Area Sq Ft: 2093
       Built: 2026   Tax: $3,201 (2025)
    Community: Twin Oaks Add Pb 12 Pg 16
    Single Family


    Estimated Monthly Payment: $2,568 (change assumption)
    Mortgage ($2,301) + Taxes in 2025 ($267)


    Taxes:$3,201

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 507 SHORT LN, WINTER HAVEN, FL 33881

    $340,00069 Days on yellowkey   MLS ID: O6404950

    For Sale O6404950 - 507 SHORT LN, WINTER HAVEN, FL 33881 32 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1867
       Built: 2022
    Monthly Fee: $54
       Tax: $5,124 (2025)
    Community: Inman Grvs Ph 1
    Single Family


    Estimated Monthly Payment: $2,344 (change assumption)
    Mortgage ($1,863) + Fees ($54) + Taxes in 2025 ($427)


    Taxes:$5,124

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




Why Bother Searching Elsewhere for Winter Haven Single Family Homes for Sale?

Winter Haven home, townhome, and condo, villa, and other listing sale data is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on single family homes for sale in Winter Haven. You can use our website to view Multiple Listing Service (MLS) data on Winter Haven single family homes. Feel free to reach out to a REALTOR ® at 1-954-369-1486 if you are unable to find specific information on any of our Winter Haven single family home listings.



Data is updated at least once a week by Sunday nights. Some properties that appear for sale on this web site may subsequently have been sold and may no longer be available. The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. Data can be retrieved from any one of the following MLS’s: Greater Fort Lauderdale REALTORS®, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2024 Northeast Florida Multiple Listing Service, Inc. All rights reserved." The properties displayed may not be all of the properties in the MLS’s database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker’s logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors® and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.